I’ve heard tales about customers running in to difficulties when configuring automatic discovery. This is one of those tricky ISA Server configuration issues, since there’s so much interaction with other products. This interaction makes it difficult sometimes to understand the source of the problem. (Incidentally, a common cause of auto-discovery issues is DNS mis-configuration…always check that your DNS is properly configured when troubleshooting automatic discovery issues).
One thing that I’ve found useful is using the FwcTool to troubleshoot autodetection from a client box. You can download the tool here.
Another useful tool is a document that gives you more details and background on ISA Server’s automatic discovery mechanism…you can read it here.
But all this got me thinking…I’m pretty sure that a document on troubleshooting automatic discovery would also prove very useful. Stay tuned!